Cypresswood Homes with Golf Course Amenities

Welcome to Cypresswood, a hidden gem nestled in the heart of Winter Haven, Florida, in beautiful Polk County. This picturesque subdivision offers a unique blend of serene suburban living and vibrant community spirit, making it the perfect place to call home.

Cypresswood is renowned for its stunning golf course amenities, providing residents with an exceptional lifestyle centered around leisure and recreation. Imagine waking up to the lush greens and fairways just a stone's throw away from your front door. Whether you're an avid golfer or simply enjoy the scenic beauty of golf course living, Cypresswood offers an idyllic backdrop for your daily activities.

The homes in Cypresswood are thoughtfully designed to cater to various lifestyles, featuring spacious layouts, modern finishes, and outdoor spaces perfect for entertaining. With a variety of floor plans available, you’re sure to find the perfect fit for your family. Many of these homes boast breathtaking views of the golf course, allowing you to enjoy the tranquility of nature right from your backyard.

Community amenities extend beyond the fairways, with access to a clubhouse, swimming pool, and walking trails that encourage an active lifestyle. The friendly atmosphere and engaging community events foster connections among neighbors, creating a welcoming environment for all.

Located conveniently near shopping, dining, and recreational activities, Cypresswood is not just a place to live; it's a lifestyle choice. Experience the charm and warmth of this extraordinary community—where every day feels like a vacation. Come discover your new home at Cypresswood today!

Newest Cypresswood Homes with Golf Course Amenities

$249,900

2 Beds ⋅ 2 Baths ⋅ Cypresswood SubDv. ⋅ 33884 Zip Code

BEAUTIFUL VILLA READY TO MOVE IN! A brand-new HVAC system (June 2026), along with new insulation throughout the attic. Features include cathedral ceilings, elegant detailed baseboard trim with decorative corner blocks throughout, new flooring, plantation shutters on the windows, and three sets of French doors. The upgraded kitchen features stainless steel appliances, double ovens, and a built-in pantry with pull-out shelves. A utility closet provides additional storage, and the interior laundry room includes a full-size washer and dryer. The primary bathroom features dual showers and two vanities with wood cabinetry, while the second bathroom includes a jetted bathtub and wood cabinet vanity. Golf course frontage and two outdoor patio areas, with one overlooking the 8th fairway, plus a second patio with concrete privacy walls. HOA fee includes roof replacement when needed, so you never have to worry about roof expenses. Cypresswood Country Club community offers golf, a Jr. Olympic-size pool, tennis courts, a restaurant and bar, social events, live music three nights a week, and lush, well-maintained surroundings. Come take a look at this one!

2801 Wingfoot Court, Winter Haven

$462,000

4 Beds ⋅ 3 Baths ⋅ Cypresswood SubDv. ⋅ 33884 Zip Code

Here is your opportunity to own an immaculate home in the sought after community of Cypresswood Golf and Country Club. Consistently voted the Number 1 Golf Course in the area. This vibrant community has it all. Aside from the fantastic course right out your door, enjoy everything else it has to offer. A wonderful restaurant and Club House where they host live music 3 nights a week and top notch food offerings. An Olympic size pool that was just recently redone along with newly redone tennis courts and pickle ball courts. There is even a fitness center. Take a drive in your golf cart in the evenings and enjoy the natural elements and animals that Central Florida is famous for. Bald Eagles, wild turkey, Sand Cranes are just some of the sights you are likely to see on your ride. Then, come home to your beautifully maintained home that allows for easy entertaining, or peaceful times out on the back screened in patio where you can watch golfers and animals alike. The combination kitchen and family room is second to none. Stainless steel appliances including a new dishwasher for the experienced chef or novice. You can't help enjoying cooking in this home. Second bedroom with it's own ensuite full bath, and two other bedrooms that share a Jack and Jill full bath. You will find storage gallore everywhere you look. Peaceful yard offers privacy and views for days. Come and tour this home today, and you will know that you have found The One!

1814 Sandhill Lane, Winter Haven

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